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Business Details
28 Years
experience
Your Trusted Insurance Partner in Oklahoma City
At Gillispie Insurance, we bring over 25 years of dedicated experience to delivering personalized insurance solutions tailored to our clients' unique needs. Founded on the principles of integrity and client-focused service, our agency represents multiple highly rated insurance providers, enabling us to secure optimal coverage and pricing for both individuals and businesses. With expertise in life, health, and fixed annuity insurance, we specialize in crafting comprehensive plans that address income replacement, estate planning, and retirement security.

Our commitment to excellence is reflected in our high client retention rate, built through consistent, transparent service and a deep understanding of local market dynamics. As a lifelong Oklahoman with a background in insurance education and training at institutions like Mass Mutual and New York Life, I lead our team in prioritizing client peace of mind above all else.
Services
Life Insurance Fixed Annuities Health Insurance Medicare Supplements Long-Term Care Insurance Dental and Vision Insurance Employee Benefits Disability Coverage Estate Planning Insurance Group Health Insurance
Details
  • Year established: 1998
Highlights and features
  • We offer 25+ years of insurance industry expertise with top-rated carriers
  • Our personalized approach prioritizes client-specific coverage needs
  • We maintain access to multiple insurance companies for competitive pricing
  • Specialized in small business employee benefit packages with high retention
  • We provide transparent guidance through complex insurance decision-making
Services
Life Insurance
We provide comprehensive life insurance solutions including term and permanent coverage to protect families and businesses. Our policies address income replacement, mortgage protection, and estate planning needs while offering flexible options for both individual consumers and corporate clients seeking key-person insurance.
Fixed Annuities
Our fixed annuity products offer guaranteed growth and tax-deferred investment options for conservative investors. These financial instruments provide lifetime income streams and retirement security while helping clients navigate volatile economic conditions through stable, predictable returns.
Health Insurance
We offer individual and family health insurance plans alongside employer-sponsored group coverage options. Our services include Medicare supplements and affordable healthcare solutions that help clients manage deductibles, coinsurance, and out-of-pocket expenses while maintaining financial protection against medical costs.
Long-Term Care Insurance
Our long-term care policies address the rising costs of assisted living facilities and home healthcare services. With coverage options for individuals over 65, these plans help preserve assets while ensuring access to quality care through customized policies that match clients' budgetary and medical needs.
Employee Benefits
We design comprehensive employee benefit packages including health, dental, and vision insurance for small to mid-sized businesses. Our solutions help employers enhance workforce retention while providing essential coverage options that support employee well-being and financial security.
People
Jay Gillispie
Owner/Insurance Agent
Jay Gillispie brings 25+ years of insurance expertise to Gillispie Insurance, specializing in life, health, and annuity products. With a Bachelor of Science in Insurance from the University of Central Oklahoma and prior experience at Mass Mutual and New York Life, he focuses on personalized client solutions while maintaining active community involvement.
Questions
What types of insurance do you specialize in?
We specialize in life insurance (term and permanent), fixed annuities, health insurance, long-term care coverage, and employee benefit packages for small businesses.
How do you help clients find the right policy?
We evaluate individual needs through personalized consultations, leverage multiple carrier options for competitive pricing, and provide expert guidance throughout the decision-making process to ensure optimal coverage matches.
Do you work with small businesses?
Yes, we create customized employee benefit packages for small to mid-sized employers, including health, dental, vision, and disability coverage options that improve workforce retention.
What coverage duration options exist?
Term life insurance provides specific-period coverage while permanent policies offer lifetime protection. We also offer renewable term conversion options and annuity products with guaranteed income streams.
How do I file a claim?
Contact our office directly for personalized claim assistance. We guide policyholders through documentation requirements and coordinate with insurance carriers to ensure timely processing and resolution.